HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N-methyl-2-pyrrolidone → 1-(2-butylsulfanyl-pyrimidin-4-yl)-4-nitro-1H-indazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Edukt | 4-Nitroindazole | HCID 18057 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Butylsulfanyl-4-chloro-pyrimidine | HCID 59743497 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 1-(2-butylsulfanyl-pyrimidin-4-yl)-4-nitro-1H-indazole | HCID 59743515 | 47,5% |
Reaktionsschritte
To a flask loaded with 2-butylsulfanyl-4-chloro-pyrimidine (202 mg) was added 4-nitro-1H-indazole (228 mg), followed by NaH (60% dispersion in mineral oil, 84 mg) and NMP (4 mL). The resulting mixture was stirred at RT overnight, water added, and the mixture extracted with EtOAc. The combined organic extracts were washed with water, dried over Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (hexane/EtOAc, 80:20) to give 1-(2-butylsulfanyl-pyrimidin-4-yl)-4-nitro-1H-indazole (156 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08399462B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-028e3271d016484f8c8668886a636f49 |
| Quellennotiz | uspto-grants-2013_03 |